Selective herbicides based on N-aryl-triazoline(thi)ons and N-arlysulfonylamino(thio)carbonyl-triazoline(thi)ons

ABSTRACT

The invention relates to novel herbicidal synergistic active compound combinations comprising on the one hand known N-aryl-triazoline(thi)ones and on the other hand known N-arylsulphonylamino(thio)carbonyl-triazoline(thi)ones which can be used particularly successfully for the selective control of weeds in various crops of useful plants.

TECHNICAL FIELD OF THE INVENTION

The invention relates to novel herbicidal synergistic active compoundcombinations comprising on the one hand known N-aryl-triazolin(ethi)onesand on the other hand knownN-arylsulphonylamino(thiocarbonyl-triazolin(ethi)ones which can be usedparticularly successfully for the selective control of weeds in variouscrops of useful plants.

BACKGROUND OF THE INVENTION

N-Aryl-triazolin(ethi)ones, as herbicidally active substances, form partof the subject-matter of a number of patent applications (cf.DE-A-3024316, DE-A-3514057, DE-A-3636318, EP-A-220952, EP-A-370332,EP-A-597360, EP-A-609734, U.S. Pat. No. 4,702,763, U.S. Pat. No.4,806,145, U.S. Pat. No. 4,818,275, U.S. Pat. No. 4,906,284, U.S. Pat.No. 4,909,831, U.S. Pat. No. 5,035,740, U.S. Pat. No. 5,041,155,WO-A-8501637, WO-A-8504307, WO-A-8602642, WO-A-8604481, WO-A-8700730,WO-A-8703782, WO-A-8809617, WO-A-9002120, WO-A-9530661).

N-Arylsulphonylamino(thio)carbonyl-triazolin(ethi)ones, as herbicidallyactive substances, likewise form part of the subject-matter of a numberof patent applications (cf. EP-A-341489, EP-A-422469, EP-A425948,EP-A-431291, EP-A-507171, EP-A-534266, WO-A-9611188, WO-A-9627590,WO-A-9627591, WO-A-9703056).

DETAILED DESCRIPTION OF THE INVENTION

Surprisingly, it has now been found that a number of known activecompounds from the group of the N-aryl-triazolin(ethi)ones, when usedjointly with known herbicidally active compounds from the group of theN-arylsulphonylamino(thio)carbonyltriazolin(ethi)ones, exhibitsynergistic effects with respect to their action against broadleaf weedsand can be used particularly advantageously as broad-spectrumcombination preparations for the selective control of weeds in crops ofuseful plants such as, for example, in wheat.

The invention provides selective herbicidal compositions, characterizedin that they contain an effective amount of an active compoundcombination comprising

(a) at least one N-aryl-triazolin(ethi)one of the general formula (I)

 in which

Q¹ represents oxygen or sulphur,

R₁ represents optionally halogen-substituted alkyl having 1 to 5 carbonatoms,

R² represents optionally halogen-substituted alkyl having 1 to 5 carbonatoms,

R³ represents hydrogen or halogen,

R⁴ represents cyano, thiocarbamoyl or halogen, and

R⁵ represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl,hydroxyl, mercapto, amino, hydroxyamino, aminosulphonyl, halogen,represents in each case optionally cyano-, hydroxyl-, C₁-C₄-alkoxy-,C₁-C₄-alkyl-carbonyl- and/or C₁-C₄-alkoxy-carbonyl-substituted alkyl,alkoxy, alkylthio, alkylsul-phinyl, alkylsulphonyl, alkylcarbonyl,alkoxycarbonyl or alkylamino having in each case 1 to 6 carbon atoms,represents in each case optionally cyano-, carboxyl-, halogen- and/orC₁-C₄-alkoxy-carbonyl-substituted alkenyl, alkinyl, alkenyloxy oralkinyloxy having in each case 2 to 6 carbon atoms, represents in eachcase optionally halogen-substituted alkylcarbonylamino,alkoxycarbonylamino, alkylsulphonylamino, N,N-bis-alkylsulphonyl-aminoor N-alkylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6carbon atoms in the alkyl groups, or represents in each case optionallycyano-, halo-gen-, C₁-C₄-alkyl-, C₁-C₄-halogenoalkyl-, C₁-C₄-alkoxy- orC₁-C₄-halo-genoalkoxy-substitutedN-phenylcarbonyl-N-alkylsulphonyl-amino,N-pyr-idylcarbonyl-N-alkylsulphonyl-amino,N-furylcarbonyl-N-alkylsulphonyl-amino orN-thienylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6carbon atoms in the alkyl groups,

(“active compounds of group 1”) and

(b) at least one N-arylsulphonylamino(thio)carbonyl-triazolin(ethi)oneof the general formula (II)

 in which

Q² and Q³ each represent oxygen or sulphur,

R⁶ represents in each case optionally cyano-, halogen- orC₁-C4-alkoxy-substituted alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy,alkylamino or dialkylamino having in each case up to 6 carbon atoms, orrepresents in each case optionally cyano-, halogen- orC₁-C₄-alkyl-substituted cycloalkyl, cycloalkylalkyl or cycloalkylaminohaving in each case 3 to 6 carbon atoms in the cycloalkyl groups andoptionally 1 to 4 carbon atoms in the alkyl moiety,

R⁷ represents hydrogen, represents halogen, represents in each caseoptionally cyano-, halogen- or C₁-C₄-alkoxy-substituted alkyl, alkoxy,alkylthio, alkylamino, dialkylamino, alkenyl, alkinyl, alkenyloxy,alkinyloxy, alkenylthio, alkinylthio, alkenylamino or alkinylaminohaving in each case up to 6 carbon atoms, or represents in each caseoptionally cyano-, halogen- or C₁-C₄-alkyl-substituted cycloalkyl,cycloalkyloxy, cycloalkylthio, cycloalkylamino or cycloalkylalkyl havingin each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally1 to 4 carbon atoms in the alkyl moiety,

R⁸ represents nitro, cyano, halogen, phenyl, phenoxy, represents in eachcase optionally cyano-, halogen- or C₁-C₄-alkoxy-substituted alkyl,alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl,alkylsulphonyl, dialkylaminosulphonyl, alkylamino, alkenyl, alkenyloxy,alkenylthio, alkenylamino, alkinyl, alkinyloxy, alkinylthio having ineach case up to 6 carbon atoms, or represents in each case optionallycyano-, halogen- or C₁-C₄-alkyl-substituted cycloalkyl, cycloalkyloxy,cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atomsin the cycloalkyl groups, and

R⁹ represents hydrogen, nitro, cyano, halogen, phenyl, phenoxy,represents in each case optionally cyano-, halogen- orC₁-C₄-alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl,alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl,alkenyloxy, alkenylthio, alkenylamino, alkinyl, alkinyloxy oralkinylthio having in each case up to 6 carbon atoms, or represents ineach case optionally cyano-, halogen- or C₁-C₄-alkyl-substitutedcycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino having ineach case 3 to 6 carbon atoms in the cycloalkyl groups,

and/or a salt of a compound of the formula (II)

(“active compounds of group 2”)

where generally 0.01 to 100 parts by weight of an active compound ofgroup 2—i.e. of the general formula (II)—are present per part by weightof an active compound of group 1—i.e. of the general formula (I).

Of particular interest are selective herbicidal compositions accordingto the invention which are characterized in that they contain an activecompound combination comprising

(a) at least one N-aryl-triazolin(ethi)one of the general formula (I),in which

Q¹ represents oxygen or sulphur,

R¹ represents in each case optionally fluorine- and/orchlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- ort-butyl,

R² represents in each case optionally fluorine- and/orchlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- ort-butyl,

R³ represents hydrogen, fluorine, chlorine or bromine,

R⁴ represents cyano, thiocarbamoyl, fluorine, chlorine or bromine, and

R⁵ represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl,hydroxyl, mercapto, amino, hydroxyamino, aminosulphonyl, fluorine,chlorine, bromine, represents in each case optionally cyano-, hydroxyl-,methoxy-, ethoxy-, acetyl-, propionyl-, methoxycarbonyl- and/orethoxy-carbonyl-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- ort-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy,methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio,methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl,acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n-or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, n-,i-, s- or t-butylamino, represents in each case optionally cyano-,carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl- and/orethoxy-carbonyl-substituted ethenyl, propenyl, butenyl, ethinyl,propinyl, butinyl, propenyloxy, butenyloxy, propinyloxy or butinyloxy,represents in each case optionally fluorine- and/or chlorine-substitutedacetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonylamino,methylsulphonylamino, ethylsulphonylamino, n- or i-propylsulphonylamino,n-, i-, s- or t-butylsulphonyl-amino, N,N-bis-methylsulphonyl-amino,N,N-bis-ethylsulphonyl-amino, N-ethylsulphonyl-N-methylsulphonyl-amino,N-acetyl-N-methylsulphonyl-amino, N-propionyl-N-methylsulphonyl-amino,N-n-butyroyl-N-methyl-sulphonyl-amino,N-i-butyroyl-N-methylsulphonyl-amino, N-acetyl-N-ethyl-sulphonyl-amino,N-propionyl-N-ethylsulphonyl-amino,N-n-butyroyl-N-eth-ylsulphonyl-amino,N-i-butyroyl-N-ethylsulphonyl-amino, or represents in each caseoptionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n-or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-,ethoxy-, n- or i-propoxy-, difluoromethoxy- ortrifluoromethoxy-substituted N-phenylcarbonyl-N-methylsulphonyl-amino,N-phenylcarbonyl-N-ethylsulphonyl-amino,N-thienylcarbonyl-N-methylsulphonyl-amino orN-thienylcarbonyl-N-ethylsulphonyl-amino,

(“active compounds of group 1”) and

(b) at least one N-arylsulphonylamino(thio)carbonyltriazolin(ethi)one ofthe general formula (II) in which

Q² and Q³ each represent oxygen or sulphur,

R⁶ represents in each case optionally cyano-, fluorine-, chlorine-,methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s-or t-butyl, ethenyl, propenyl, butenyl, ethinyl, propinyl, butinyl,methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy,butenyloxy, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- ort-butylamino, dimethylamino or diethylamino, or represents in each caseoptionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n-or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl,cyclohexylmethyl, cyclopropylamino, cyclobutylamino, cyclopentylamino orcyclohexylamino,

R⁷ represents fluorine, chlorine, bromine, represents in each caseoptionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substitutedmethyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy,n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- ori-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- ori-propylamino, n-, i-, s- or t-butylamino, dimethylamino, diethylamino,ethenyl, propenyl, butenyl, ethinyl, propinyl, butinyl, ethenyloxy,propenyloxy, butenyloxy, propinyloxy, butinyloxy, ethenylthio,propenylthio, butenylthio, propinylthio, butinylthio butinyloxy,ethenylthio, propenylthio, butenylthio, propinylthio, butinylthio,propenylamino, butenylamino, propinylamino or butinylamino, orrepresents in each case optionally cyano-, fluorine-, chlorine-,bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl,cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy,cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio,cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino,cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclobutylmethyl,cyclopentylmethyl or cyclohexylmethyl,

R⁸ represents nitro, cyano, fluorine, chlorine, bromine, represents ineach case optionally cyano-, fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy,n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- ori-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-or t-butylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-,s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy,propenylthio, butenylthio, propenylamino, butenylamino, ethinyl,propinyl, butinyl, propinyloxy, butinyloxy, propinylthio or butinylthio,or represents in each case optionally cyano-, fluorine-, chlorine-,bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl,cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy,cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio,cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino,cyclopentylamino or cyclohexylamino,

R⁹ represents hydrogen, nitro, cyano, fluorine, chlorine, bromine,represents in each case optionally cyano-, fluorine-, chlorine-,methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s-or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- ori-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n-or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-,s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-,s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy,propenylthio, butenylthio, propenylamino, butenylamino, ethinyl,propinyl, butinyl, propinyloxy, butinyloxy, propinylthio or butinylthio,or represents in each case optionally cyano-, fluorine-, chlorine-,bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl,cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy,cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio,cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino,cyclopentylamino or cyclohexylamino,

and/or a salt of a compound of the formula (II)

(“active compounds of group 2”)

where in general 0.05 to 50 parts by weight of an active compound ofgroup 2—i.e. of the formula (II)—are present per part by weight of anactive compound of group 1—i.e. of the formula (I).

Of very particular interest are selective herbicidal compositionsaccording to the invention which are characterized in that they containan active compound combination comprising

(a) at least one N-aryl-triazolin(ethi)one of the general formula (I),in which

Q₁ represents oxygen or sulphur,

R₁ represents methyl, ethyl or difluoromethyl,

R² represents methyl, ethyl, difluoromethyl, trifluoromethyl ,fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl orpentafluoroethyl,

R³ represents fluorine or chlorine,

R⁴ represents cyano, thiocarbamoyl, chlorine or bromine, and

R⁵ represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl,hydroxyl, mercapto, amino, fluorine, chlorine, bromine, represents ineach case optionally cyano-, methoxy-, ethoxy-, methoxycarbonyl- and/orethoxy-carbonyl-substituted methyl, ethyl, n- or i-propyl, methoxy,ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio,methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl,methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino,ethylamino, n- or i-propylamino, represents in each case optionallycyano-, carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl-and/or ethoxycarbonyl-substituted ethenyl or propenyl, representspropenyloxy, butenyloxy, propinyloxy or butinyloxy, represents in eachcase optionally fluorine- and/or chlorine-substitutedmethylsulphonylamino, ethylsulphonylamino, n- or i-propylsulphonylamino,n-, i-, s- or t-butylsulphonylamino, N,N-bis-methylsulphonyl-amino,N,N-bis-ethylsulphonyl-amino, N-ethylsulphonyl-N-methylsulphonyl-amino,N-acetyl-N-methylsulphonyl-amino, N-propionyl-N-methylsulphonyl-amino,N-n-butyroyl-N-methylsulphonyl-amino,N-i-butyroyl-N-methylsulphonyl-amino, N-acetyl-N-ethylsulphonyl-amino,N-propionyl-N-ethylsulphonyl-amino, N-n-butyroyl-N-ethylsulphonyl-amino,N-i-butyroyl-N-ethylsulphonyl-amino, or represents in each caseoptionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n-or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-,ethoxy-, n- or i-propoxy-, difluoromethoxy- ortrifluoromethoxy-substituted N-phenylcarbonyl-N-methylsulphonyl-amino,N-phenylcarbonyl-N-ethylsulphonyl-amino,N-thienylcarbonyl-N-methylsulphonyl-amino orN-thienylcarbonyl-N-ethylsulphonyl-amino,

(“active compounds of group 1”) and

(b) at least one N-arylsulphonylamino(thio)carbonyltriazolin(ethi)one ofthe general formula (II) in which

Q² and Q³ each represent oxygen or sulphur,

R⁶ represents in each case optionally fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, methoxy or ethoxy, or representscyclopropyl,

R⁷ represents chlorine, bromine, represents in each case optionallyfluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n-or i-propyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n-or i-propylthio, methylamino, ethylamino, n- or i-propylamino,represents dimethylamino, propenylthio, propinylthio or representscyclopropyl,

R⁸ represents fluorine, chlorine, bromine, represents in each caseoptionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl,ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy,methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio,ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, orrepresents cyclopropyl,

R⁹ represents hydrogen, nitro, cyano, fluorine, chlorine, bromine,represents in each case optionally fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- ori-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl,methylthio, ethylthio, n- or i-propylthio, methylsulphinyl,ethylsulphinyl, n- or i-propylsulphinyl, methylsulphonyl,ethylsulphonyl, n- or i-propylsulphonyl, or represents cyclopropyl,

and/or a salt of a compound of the formula (II)

(“active compounds of group 2”)

where generally 0.1 to 10 parts by weight of an active compound of group2—i.e. of the formula (II)—are present per part by weight of an activecompound of group 1—i.e. of the formula (I).

Instead of the pure active compounds of the formula (II), it is alsopossible to use salts of the compounds of the formula (II) with metalsand/or with basic nitrogen compounds in the active compound combinationsaccording to the invention.

Preference is given here to salts of the compounds of the formula (II)with alkali metals, such as, for example, lithium, sodium, potassium,rubidium or caesium, particularly preferably with sodium or potassium,with alkaline earth metals, such as, for example, magnesium, calcium orbarium, particularly preferably with calcium, or with earth metals, suchas, for example, aluminium.

Preference is furthermore given to salts of the compounds of the formula(II) with ammonia, with C₁-C₆-alkyl-amines such as, for example, withmethylamine, ethylamine, n- or i-propylamine, n-, i-, s- ort-butylamine, n-, i-, s- or t-pentylamine, with di-(C₁-C₆-alkyl)-aminessuch as, for example, dimethylamine, diethylamine, dipropylamine,diisopropylamine, dibutylamine, diisobutylamine, di-s-butylamine,dipentylamine, diisopentylamine, di-s-pentylamine and dihexylamine, withtri-(C₁-C₄-alkyl)-amines, such as, for example, trimethylamine,triethylamine, tripropylamine, tributylamine andN-ethyl-diisopropylamine, with C₃-C₆-cycloalkylamines, such as, forexample, cyclopentylamine or cyclohexylamine, withdi-(C₃-C₆-cycloalkyl)-amines, such as, for example, dicyclopentylamineor dicyclohexylamine, with N-C₁-C₄-alkyl-C₃-C₆-cycloalkylamines, suchas, for example, N-methyl-cyclopentylamine, N-ethyl-cyclopentylamine,N-methyl-cyclohexylamine or N-ethyl-cyclohexylamine, withN,N-di-(C₁-C₄-alkyl)-C₃-C₆-cycloalkyl-amines, such as, for example,N,N-dimethyl-cyclopentylamine, N,N-diethyl-cyclopentylamine,N,N-dimethyl-cyclohexylamine or N,N-diethyl-cyclohexylamine, withN-C₁-C₄-alkyl-di-(C₃-C₆-cycloalkyl)-amines, such as, for example,N-methyl-dicyclopentylamine, N-ethyl-dicyclopentylamine,N-methyl-dicyclohexylamine or N-ethyl-dicyclohexylamine, withphenyl-C₁-C₄-alkyl-amines, such as, for example, benzylamine,1-phenyl-ethylamine or 2-phenyl-ethylamine, withN-C₁-C₄-alkylphenyl-C₁-C₄-alkyl-amines, such as, for example,N-methyl-benzylamine or N-ethylbenzylamine, or withN,N-di-(C₁-C₄-alkyl)-phenyl-C₁-C₄-alkyl-amines, such as, for example,N,N-dimethyl-benzylamine or N,N-diethyl-benzylamine, or with optionallyfused and/or C₁-C₄-alkyl-substituted amines, such as, for example,pyridine, quinoline, 2-methyl-pyridine, 3-methyl-pyridine,4-methyl-pyridine, 2,4-dimethyl-pyridine, 2,5-dimethyl-pyridine,2,6-dimethyl-pyridine or 5-ethyl-2-methyl-pyridine.

Basic compounds which can be employed for preparing the salts of thecompounds of the formula (II) utilizable according to the inventionwhich may be mentioned are: alkali metal or alkaline earth metalacetates, amides, carbonates, bicarbonates, hydrides, hydroxides oralkoxides, such as, for example, sodium acetate, potassium acetate orcalcium acetate, lithium amide, sodium amide, potassium amide or calciumamide, sodium carbonate, potassium carbonate or calcium carbonate,sodium bicarbonate, potassium bicarbonate or calcium bicarbonate,lithium hydride, sodium hydride, potassium hydride or calcium hydride,lithium hydroxide, sodium hydroxide, potassium hydroxide or calciumhydroxide, sodium methoxide, ethoxide, n- or i-propoxide, n-, i-, s- ort-butoxide or potassium methoxide, ethoxide, n- or i-propoxide, n, i-,s- or t-butoxide.

Examples of the compounds of the formula (I) to be used as mixingpartners according to the invention which may be mentioned are:

2-(4-cyano-2-fluoro-5-methylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-methylsulphonylamino-phenyl)-4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-methylsulphonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-ethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-methylsulphonylamino-phenyl)-4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-methylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl)-4methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-methylsulphonylamino-phenyl)-4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-methylsulphonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-methylsulphonylamino-phenyl)4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl-4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one.

The compound2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one(I-1)—according to Chem. Abstracts also to be referred to as4-[4,5-dihydro-4-methyl-5-oxo-(3-trifluoromethyl)-1H-1,2,4-triazol-1-y1]-2-[(ethylsulphonyl)amino]-5-fluoro-benzenecarbothioamide(CAS Reg. No.: 173980-17-1)—may be particularly emphasized as mixingcomponent of the formula (I).

The compounds2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4triazol-3-one(I-2)—according to Chem. Abstracts also to be referred to asN-[2-cyano-5-[4,5-dihydro-4-methyl-5-oxo-3-trifluoromethyl-1H-1,2,4-triazol-1-yl]-4-fluoro-phenyl]-ethanesulphonamide (CAS Reg. No.:157739-55-4)—and2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one(I-3)—according to Chem. Abstracts also to be referred to asN-[2-cyano-5-[4-ethyl-4,5-dihydro-5-oxo-3-trifluoromethyl-1H-1,2,4-triazol-1-yl]-4-fluoro-phenyl]-ethanesulphonamide(CAS Reg. No.: 157739-37-2)—and2-(4-cyano-2-fluoro-5-methylsulphonylamino-phenyl)-4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one(I-4)—according to Chem. Abstracts also to be referred to asN-[2-cyano-5-[3-difluoromethyl-4,5-dihydro-4-methyl-5-thioxo-1H-1,2,4-triazol-1-yl]-4-fluoro-phenyl]-methanesulphonamide(CAS Reg. No.: 157739-46-3)—may furthermore be particularly emphasizedas possible mixing components of the formula (I).

The compounds of the formula (I) are described in the patentapplications or patents mentioned above for theN-aryl-triazolin(ethi)ones.

Mixing components from the active compounds of group 2 which may beparticularly emphasized are:

2-(2-chloro-phenylsulphonylaminocarbonyl)-,2-(2-bromo-phenylsulphonylaminocarbonyl)-,2-(2-methyl-phenylsulphonylaminocarbonyl)-,2-(2-ethyl-phenylsulphonylaminocarbonyl)-,2-(2-n-propyl-phenylsulphonylaminocarbonyl),2-(2-i-propyl-phenylsulphonylaminocarbonyl),2-(2-trifluoromethyl-phenylsulphonylaminocarbonyl)-,2-(2-methoxy-phenylsulphonylaminocarbonyl)-,2-(2-ethoxy-phenylsulphonylaminocarbonyl)-,2-(2-n-propoxy-phenylsulphonylaminocarbonyl)-,2-(2-i-propoxy-phenylsulphonylaminocarbonyl)-,2-(2-difluoromethoxy-phenylsulphonylaminocarbonyl)-,2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)-,2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)-,2-(2-ethoxycarbonyl-phenylsulphonylaminocarbonyl)-,2-(2-n-propoxycarbonyl-phenylsulphonylaminocarbonyl)-,2-(2-i-propoxycarbonyl-phenylsulphonylaminocarbonyl)- and2-(2-chloro-6-methyl-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methyl-5-i-propoxy-2,4-dihydro-3H-1,2, 4-triazol-3-one,-4-methyl-5-trifluoroethoxy-2,4dihydro-3H-1,2,4-triazol-3-one,-4-methyl-5-methylthio-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methyl-5-ethylthio-2,4-dihydro-3H-1,2,4-triazol-3-one-4-methoxy-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methoxy-5-ethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-methoxy-5-n-propyl-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-cyclopropyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-cyclopropyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,-4-cyclopropyl-5-n-propoxy-2,4dihydro-3H-1,2,4-triazol-3-one,-4-cyclopropyl-5-i-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one and-4-cyclopropyl-5-trifluoroethoxy-2,4-dihydro-3H-1,2,4-triazol-3-one andthe sodium and potassium salts of these compounds.

The compounds2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one(II-1) and2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one(II-2) and their sodium salts—(II-1-Na salt and II-2-Na salt,respectively)—may be particularly emphasized as mixing components of theformula (II).

The compounds of the formula (II) are described in the patentapplications or patents mentioned above for theN-arylsulphonylaminocarbonyl-triazolinones.

Surprisingly, it has now been found that the active compoundcombinations defined above of N-aryl-triazolinones of the generalformula (I) and N-arylsulphonylaminocarbonyl-triazolinones of thegeneral formula (II), in addition to being very well tolerated by usefulplants, have particularly high herbicidal activity and can be used in avariety of crops, in particular in wheat, but additionally also inmaize, barley and rice, for the selective control of weeds.

Surprisingly, the herbicidal activity of the active compoundcombinations according to the invention of compounds of the abovementioned groups 1 and 2 is considerably higher than the sum of theeffects of the individual active compounds.

This means that there exists not only a complementary action but also anunforeseeable synergistic effect. The novel active compound combinationsare tolerated well by a large number of crops, and the novel activecompound combinations also effectively control weeds which are otherwisedifficult to control. The novel active compound combinations aretherefore a valuable addition to the selective herbicides.

The active compound combinations according to the invention can be used,for example, in connection with the following plants:

Dicotyledonous weeds of the genera: Sinapis, Lepidium, Galium,Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica,Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea,Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum,Rorippa, Rotala, Lindemia, Lamium, Veronica, Abutilon, Emex, DaturaViola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus andTaraxacum.

Dicotyledonous crops of the genera: Gossypium, Glycine, Beta, Daucus,Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana,Lycopersicon, Arachis, Brassica, Lactuca, Cucumis and Cucurbita.

Monocotyledonous weeds of the genera: Echinochloa, Setaria, Panicum,Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus,Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis,Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea,Dactyloctenium, Agrostis, Alopecurus and Apera.

Monocotyledonous crops of the genera: Oryza, Zea, Triticum, Hordeum,Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus andAllium.

However, the use of the active compound combinations according to theinvention is in no way restricted to these genera, but also extends inthe same manner to other plants.

At specific concentration ratios, the synergistic effect of the activecompound combinations according to the invention is particularlypronounced. However, the ratios by weight of the active compounds in theactive compound combinations can be varied within relatively wideranges. In general, 0.01 to 100 parts by weight, preferably 0.05 to 50parts by weight and particularly preferably 0.1 to 10 parts by weight ofactive compound of group 2 are present per part by weight of activecompound of the formula (I).

The active compound combinations can be converted into the customaryformulations, such as solutions, emulsions, wettable powders,suspensions, powders, dusts, pastes, soluble powders, granules,suspo-emulsion concentrates, natural and synthetic substancesimpregnated with active compound, and very fine capsules in polymericsubstances.

These formulations are produced in a known manner, for example by mixingthe active compounds with extenders, that is liquid solvents and/orsolid carriers, optionally with the use of surface-active agents, thatis emulsifying agents and/or dispersing agents and/or foam-formingagents.

If the extender used is water it is also possible to use, for example,organic solvents as auxiliary solvents. Suitable liquid solvents are inthe main: aromatics, such as xylene, toluene or alkylnaphthalenes,chlorinated aromatics and chlorinated aliphatic hydrocarbons, such aschlorobenzenes, chloroethylenes or methylene chloride, aliphatichydrocarbons, such as cyclohexane or paraffins, for example petroleumfractions, mineral and vegetable oils, alcohols, such as butanol orglycol as well as their ethers and esters, ketones, such as acetone,methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, stronglypolar solvents, such as dimethylformamide and dimethyl sulphoxide, aswell as water.

Suitable solid carriers are:

for example ammonium salts and ground natural minerals, such as kaolins,clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceousearth, and ground synthetic minerals, such as finely divided silica,alumina and silicates, suitable solid carriers for granules are: forexample crushed and fractionated natural rocks such as calcite, marble,pumice, sepiolite and dolomite, as well as synthetic granules ofinorganic and organic meals, and granules of organic material such assawdust, coconut shells, maize cobs and tobacco stalks; suitableemulsifying and/or foam-forming agents are: for example nonionic andanionic emulsifiers, such as polyoxyethylene fatty acid esters,polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycolethers, alkylsulphonates, alkyl sulphates, arylsulphonates as well asprotein hydrolysates; suitable dispersing agents are: for examplelignin-sulphite waste liquors and methylcellulose.

Tackifiers such as carboxymethylcellulose and natural and syntheticpolymers in the form of powders, granules or latexes, such as gumarabic, polyvinyl alcohol and polyvinyl acetate, as well as naturalphospholipids, such as cephalins and lecithins, and syntheticphospholipids, can be used in the formulations. Other possible additivesare mineral and vegetable oils.

It is possible to use colorants such as inorganic pigments, for exampleiron oxide, titanium oxide and Prussian Blue, and organic dyestuffs,such as alizarin dyestuffs, azo dyestuffs and metal phthalocyaninedyestuffs, and trace nutrients such as salts of iron, manganese, boron,copper, cobalt, molybdenum and zinc.

The formulations in general comprise between 0.1 and 95 per cent byweight, preferably between 0.5 and 90%, of active compounds.

In general, the active compound combinations according to the inventionare applied in the form of ready mixes. However, the active compoundswhich the active compound combinations comprise can also be formulatedindividually and mixed upon use, i.e. applied in the form of tank mixes.

The novel active compound combinations can be used as such or in theform of their formulations, and furthermore also as mixtures with otherknown herbicides, ready mixes or tank mixes again being possible. Theymay also be mixed with other known active compounds, such as fungicides,insecticides, acaricides, nematicides, bird repellents, growthsubstances, plant nutrients and agents which improve soil structure. Forparticular application purposes, in particular when appliedpost-emergence, it may furthermore be advantageous to incorporate, inthe formulations, mineral or vegetable oils which are tolerated byplants (for example the commercial product “Oleo DuPont 11E”) orammonium salts such as, for example, ammonium sulphate or ammoniumthiocyanate, as further additives.

The novel active compound combinations can be used as such, in the formof their formulations or in the use forms prepared therefrom by furtherdilution, such as ready-to-use solutions, suspensions, emulsions,powders, pastes and granules. They are used in the customary manner, forexample by watering, spraying, atomizing, dusting or scattering.

The active compound combinations according to the invention can beapplied before and after the plants have emerged, that is to saypre-emergence and post-emergence. They can also be incorporated into thesoil before sowing.

The good herbicidal activity of the novel active compound combinationscan be seen from the examples which follow. While the individual activecompounds show weak points regarding the herbicidal activity, thecombinations, without exception, display a very good activity againstweeds, which exceeds a simple additive effect.

A synergistic effect in herbicides is always present when the herbicidalactivity of the active compound combination exceeds the activity of theactive compounds when applied individually.

The synergistic action of the novel active compound combinations isdemonstrated by the examples below.

EXAMPLE A

Post-emergence Test

Solvent: 5 parts by weight of acetone

Emulsifier: 1 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound is mixed with the stated amount of solvent, thestated amount of emulsifier is added and the concentrate is diluted withwater to the desired concentration.

Test plants of a height of 5-15 cm are sprayed with the preparation ofactive compound such that the particular amounts of active compounddesired are applied per unit area. The concentration of the spray liquoris chosen so that the particular amounts of active compound desired areapplied at 1000 l of water/ha.

After three weeks, the degree of damage to the plants is rated in %damage in comparison to the development of the untreated control.

The figures denote:

0%=no effect (like untreated control)

100%=total destruction

TABLE A-1 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Alopecurus Abutilon Datura Ipomoea Polygonum VeronicaII-1 Na Salt 30 20 70  80 70  70 60  50 II-1 Na Salt +    15 + 10 90 10095 100 95 100 I-1 15

TABLE A-1 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Alopecurus Abutilon Datura Ipomoea Polygonum VeronicaII-1 Na Salt 30 20 70  80 70  70 60  50 II-1 Na Salt +    15 + 10 90 10095 100 95 100 I-1 15

TABLE A-3 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active com- Application pound or com- rate Abut-Ipo- Matri- bination (g of a.i./ha) Wheat Lolium ilon moea caria II-2 NaSalt 30 30 70 60 70 80 II-2 Na Salt + 15 + 5 90 100 100 100 I-1 15

TABLE A-3 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active com- Application pound or com- rate Abut-Ipo- Matri- bination (g of a.i./ha) Wheat Lolium ilon moea caria II-2 NaSalt 30 30 70 60 70 80 II-2 Na Salt + 15 + 5 90 100 100 100 I-1 15

TABLE A-5 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Abutilon Chenopodium Datura Galium MatricariaPolygonum Veronica II-1 Na Salt 30 10  50  70 60  60 70 40  50 II-1 NaSalt +    15 +  5 100 100 90 100 90 95 100 I-2 15

TABLE A-5 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Abutilon Chenopodium Datura Galium MatricariaPolygonum Veronica II-1 Na Salt 30 10  50  70 60  60 70 40  50 II-1 NaSalt +    15 +  5 100 100 90 100 90 95 100 I-2 15

TABLE A-7 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Abutilon Cassia Chenopodium Datura Ipomoea PolygonumVeronica Viola II-1 Na Salt 30 10 50 60  70 60  80 40 50 70 II-1 NaSalt +    15 +  0 95 80 100 95 100 95 95 95 I-3 15

TABLE A-7 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Abutilon Cassia Chenopodium Datura Ipomoea PolygonumVeronica Viola II-1 Na Salt 30 10 50 60  70 60  80 40 50 70 II-1 NaSalt +    15 +  0 95 80 100 95 100 95 95 95 I-3 15

TABLE A-9 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Bromus Abutilon Chenopodium Datura Galium MatricariaPolygonum Veronica II-1 Na Salt 30 10 70  50  70 60 60 70  40  50 II-1Na Salt +    15 + 10 90 100 100 95 95 95 100 100 I-4 15

TABLE A-9 Post-emergence test/greenhouse For the test plants, the damagein percent is stated. Active compound Application rate or combination (gof a.i./ha) Wheat Bromus Abutilon Chenopodium Datura Galium MatricariaPolygonum Veronica II-1 Na Salt 30 10 70  50  70 60 60 70  40  50 II-1Na Salt +    15 + 10 90 100 100 95 95 95 100 100 I-4 15

TABLE A-11 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Galium IpomoeaXantium II-2 Na Salt 30 15  60 70 50  80 80 II-2 Na Salt +    15 + 10100 95 95 100 95 I-2 15

TABLE A-11 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Galium IpomoeaXantium II-2 Na Salt 30 15  60 70 50  80 80 II-2 Na Salt +    15 + 10100 95 95 100 95 I-2 15

TABLE A-13 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Ipomoea VeronicaViola II-2 Na Salt 30 15 60  70  80 60  80 II-2 Na Salt +    15 + 10 90100 100 95 100 I-3 15

TABLE A-13 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Ipomoea VeronicaViola II-2 Na Salt 30 15 60  70  80 60  80 II-2 Na Salt +    15 + 10 90100 100 95 100 I-3 15

TABLE A-15 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Ipomoea MatricariaVeronica Viola II-2 Na Salt 30 15 60  70  80  70 60 80 II-2 Na Salt +   15 + 10 95 100 100 100 95 95 I-4 15

TABLE A-15 Post-emergence test/greenhouse For the test plants, thedamage in percent is stated. Active compound Application rate orcombination (g of a.i./ha) Wheat Abutilon Chenopodium Ipomoea MatricariaVeronica Viola II-2 Na Salt 30 15 60  70  80  70 60 80 II-2 Na Salt +   15 + 10 95 100 100 100 95 95 I-4 15

What is claimed is:
 1. A herbicidal composition, which comprises anactive compound combination comprising (a) at least oneN-aryl-triazolin(ethi)one of the general formula (I)

 wherein Q¹ represents oxygen or sulphur, R¹ represents unsubstituted orhalogen-substituted alkyl having 1 to 5 carbon atoms, R² representsunsubstituted or halogen-substituted alkyl having 1 to 5 carbon atoms,R³ represents hydrogen or halogen, R⁴ represents cyano, thiocarbamoyl orhalogen, and R⁵ represents nitro, cyano, carboxyl, carbamoyl,thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulphonyl,halogen, represents in each case unsubstituted or cyano-, hydroxyl-,C₁-C₄-alkoxy-, C₁-C₄-alkyl-carbonyl- orC₁-C₄-alkoxy-carbonyl-substituted alkyl, alkoxy, alkylthio,alkylsulphinyl, alkylsulphonyl, alkylcarbonyl, alkoxycarbonyl oralkylamino having in each case 1 to 6 carbon atoms, represents in eachcase unsubstituted or cyano-, carboxyl-, halogen- orC₁-C₄-alkoxy-carbonyl-substituted alkenyl, alkynyl, alkenyloxy oralkynyloxy having in each case 2 to 6 carbon atoms, represents in eachcase unsubstituted or halogen-substituted alkylcarbonylamino,alkoxy-carbonylamino, alkylsulphonylamino, N,N-bis-alkylsulphonyl-aminoor N-alkylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6carbon atoms in the alkyl group, or represents in each caseunsubstituted or cyano-, halogen-, C₁-C₄-alkyl-, C₁-C₄-halogenoalkyl-,C₁-C₄-alkoxy- or C₁-C₄-halogenoalkoxy-substitutedN-phenylcarbonyl-N-alkylsulphonyl-amino,N-pyridylcarbonyl-N-alkylsulphonyl-amino,N-furylcarbonyl-N-alkylsulphonyl-amino orN-thienylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6carbon atoms in the alkyl group, and (b) at least oneN-arylsulphonylamino(thio)carbonyl-triazolin(ethi)one of the generalformula (II)

 wherein Q² and Q³ each represent oxygen or sulphur, R⁶ represents ineach case unsubstituted or cyano-, halogen- or C₁-C₄-alkoxy-substitutedalkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylamino or dialkylaminohaving in each case up to 6 carbon atoms, or represents in each caseunsubstituted or cyano-, halogen- or C₁-C₄-alkyl-substituted cycloalkyl,cycloalkylalkyl or cycloalkylamino having in each case 3 to 6 carbonatoms in the cycloalkyl group is and 0 to 4 carbon atoms in the alkylmoiety, R⁷ represents hydrogen, represents halogen, represents in eachcase unsubstituted or cyano-, halogen- or C₁-C₄-alkoxy-substitutedalkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkynyl,alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenylamino oralkynylamino having in each case up to 6 carbon atoms, or represents ineach case unsubstituted or cyano-, halogen- or C₁-C₄-alkyl-substitutedcycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino orcycloalkylalkyl having in each case 3 to 6 carbon atoms in thecycloalkyl group and 0 to 4 carbon atoms in the alkyl moiety, R⁸represents nitro, cyano, halogen, phenyl, phenoxy, represents in eachcase unsubstituted or cyano-, halogen- or C₁-C₄-alkoxy-substitutedalkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl,alkylsulphonyl, dialkylaminosulphonyl, alkylamino, alkenyl, alkenyloxy,alkenylthio, alkenylamino, alkynyl, alkynyloxy, alkynylthio having ineach case up to 6 carbon atoms, or represents in each case unsubstitutedor cyano-, halogen- or C₁-C₄-alkyl-substituted cycloalkyl,cycloalkyloxy, cycloalkylthio, cycloalkylamino having in each case 3 to6 carbon atoms in the cycloalkyl group, and R⁹ represents hydrogen,nitro, cyano, halogen, phenyl, phenoxy, represents in each caseunsubstituted or cyano-, halogen- or C₁-C₄-alkoxy-substituted alkyl,alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl,alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio,alkenylamino, alkynyl, alkynyloxy or alkynylthio having in each case upto 6 carbon atoms, or represents in each case unsubstituted or cyano-,halogen- or C₁-C₄-alkyl-substituted cycloalkyl, cycloalkyloxy,cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atomsin the cycloalkyl group, or a salt of a compound of the formula (II). 2.A herbicidal composition according to claim 1, wherein R² represents anunsubstituted or halogen-substituted methyl, ethyl, n- or i-propyl, n-,i-, s- or t-butyl.
 3. A herbicidal composition according to claim 1,wherein one or both of Q² and Q³ represents sulphur.
 4. A herbicidalcomposition according to claim 1, wherein the N-aryl-triazolin(ethi)oneof general formula (I) is selected from the compounds2-(4-thiocarbamoyl-2-fluoro-5-ethylsulphonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-oneand2-(4-cyano-2-fluoro-5-ethylsulphonylaminophenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one,and the N-arylsulphonylamino-(thio)carbonyl-triazolin(ethi)one ofgeneral formula (II) is selected from the compounds2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-oneand their sodium salts.
 5. A herbicidal composition according to claim1, having a N-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.01:1 to 100:1.
 6. Aherbicidal composition according to claim 1, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.05:50 to 100:1.
 7. Aherbicidal composition according to claim 1, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.1:1 to 10:1.
 8. Theherbicidal composition of claim 1, comprising an active compoundcombination comprising (a) at least one N-aryl-triazolin(ethi)one of thegeneral formula (I)

 wherein Q¹ represents oxygen or sulphur, R¹ represents in each caseunsubstituted or halogen-substituted methyl, ethyl, n- or i-propyl, n-,i-, s- or t-butyl wherein the substituent is selected from the groupconsisting of fluorine and chlorine, R² represents in each caseunsubstituted or halogen-substituted methyl, ethyl, n- or i-propyl, n-,i-, s- or t-butyl wherein the substitutent is selected from the groupconsisting of fluorine and chlorine, R³ represents hydrogen, fluorine,chlorine or bromine, R⁴ represents cyano, thiocarbamoyl, fluorine,chlorine or bromine, and R⁵ represents nitro, cyano, carboxyl,carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino,aminosulphonyl, fluorine, chlorine, bromine, represents in each caseunsubstituted or cyano-, hydroxyl-, methoxy-, ethoxy-, acetyl-,propionyl-, methoxycarbonyl- or ethoxy-carbonyl-substituted methyl,ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- ori-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- ori-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl,ethylsulphinyl, methylsulphonyl, ethylsulphonyl, acetyl, propionyl, n-or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl,methylamino, ethylamino, n- or i-propylamino, n-, i-, s- ort-butylamino, represents in each case unsubstituted or cyano-,carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl- orethoxycarbonyl-substituted ethenyl, propenyl, butenyl, ethenyl,propinyl, butinyl, propenyloxy, butenyloxy, propinyloxy or butinyloxy,represents in each case unsubstituted or halogen-substitutedacetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonylamino,methylsulphonyl-amino, ethylsulphonylamino, n- ori-propylsulphonylamino, n-, i-, s- or t-butylsulphonylamino,N,N-bis-methylsulphonyl-amino, N,N-bis-ethylsulphonyl-amino,N-ethylsulphonyl-N-methylsulphonyl-amino,N-acetyl-N-methylsulphonyl-amino, N-propionyl-N-methylsulphonyl-amino,N-n-butyroyl-N-methylsulphonyl-amino,N-i-butyroyl-N-methylsulphonyl-amino, N-acetyl-N-ethylsulphonyl-amino,N-propionyl-N-ethylsulphonyl-amino, N-n-butyroyl-N-ethylsulphonyl-amino,N-i-butyroyl-N-ethylsulphonyl-amino wherein the substituent is selectedfrom the group consisting of fluorine and chlorine, or represents ineach case unsubstituted or cyano-, fluorine-, chlorine-, bromine-,methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-,trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy-or trifluoromethoxy-substitutedN-phenylcarbonyl-N-methylsulphonyl-amino,N-phenylcarbonyl-N-ethylsulphonyl-amino,N-thienylcarbonyl-N-methylsulphonyl-amino orN-thienylcarbonyl-N-ethylsulphonyl-amino, and (b) at least oneN-arylsulphonylamino(thio)carbonyl-riazolin(ethi)one of the generalformula (II)

 wherein Q² and Q³ each represent oxygen or sulphur, R⁶ represents ineach case unsubstituted or cyano-, fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,ethenyl, propenyl, butenyl, ethenyl, propinyl, butinyl, methoxy, ethoxy,n- or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy, butenyloxy,methylamino, ethylamino, n- or i-propylamino, n-, i-, s- ort-butylamino, dimethylamino or diethylamino, or represents in each caseunsubstituted or cyano-, fluorine-, chlorine-, bromine-, methyl-,ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl,cyclohexylmethyl, cyclopropylamino, cyclobutylamino, cyclopentylamino orcyclohexylamino, R⁷ represents fluorine, chlorine, bromine, representsin each case unsubstituted or cyano-, fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio,ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino,ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino,dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethenyl,propinyl, butinyl, ethenyloxy, propenyloxy, butenyloxy, propinyloxy,butinyloxy, ethenylthio, propenylthio, butenylthio, propinylthio,butinylthio, propenylamino, butenylamino, propinylamino or butinylamino,or represents in each case unsubstituted or cyano-, fluorine-,chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substitutedcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy,cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio,cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino,cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl,cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, R⁸ representsnitro, cyano, fluorine, chlorine, bromine, represents in each caseunsubstituted or cyano-, fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy,n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- ori-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-or t-butylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-,s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy,propenylthio, butenylthio, propenylamino, butenylamino, ethenyl,propinyl, butinyl, propinyloxy, butinyloxy, propinylthio or butinylthio,or represents in each case unsubstituted or cyano-, fluorine-,chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substitutedcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy,cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio,cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino,cyclobutylamino, cyclopentylamino or cyclohexylamino, R⁹ representshydrogen, nitro, cyano, fluorine, chlorine, bromine, represents in eachcase unsubstituted or cyano-, fluorine, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy,n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- ori-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-or t-butylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-,s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy,propenylthio, butenylthio, propenylamino, butenylamino, ethenyl,propinyl, butinyl, propinyloxy, butinyloxy, propinylthio or butinylthio,or represents in each case unsubstituted or cyano-, fluorine-,chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substitutedcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy,cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio,cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino,cyclobutylamino, cyclopentylamino or cyclohexylamino, or a salt of acompound of the formula (II).
 9. A herbicidal composition according toclaim 8, having a N-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)oneto N-aryl-triazolin(ethi)one weight ratio of 0.01:1 to 100:1.
 10. Aherbicidal composition according to claim 8, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.05:50 to 100:1.
 11. Aherbicidal composition according to claim 8, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.1:1 to 10:1.
 12. Theherbicidal composition of claim 1 comprising an active compoundcombination comprising (a) at least one N-aryl-triazolin(ethi)one of thegeneral formula (I)

 wherein Q1 represents oxygen or sulphur, R¹ represents methyl, ethyl ordifluoromethyl, R² represents methyl, ethyl, difluoromethyl,trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl,tetrafluoroethyl or pentafluoroethyl, R³ represents fluorine orchlorine, R⁴ represents cyano, thiocarbamoyl, chlorine or bromine, andR⁵ represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl,hydroxyl, mercapto, amino, fluorine, chlorine, bromine, represents ineach case unsubstituted or cyano-, methoxy-, ethoxy-, methoxycarbonyl-or ethoxycarbonyl-substituted methyl, ethyl, n- or i-propyl, methoxy,ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio,methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl,methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino,ethylamino, n- or i-propylamino, represents in each case unsubstitutedor cyano-, carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl-or ethoxycarbonyl-substituted ethenyl or propenyl, representspropenyloxy, butenyloxy, propinyloxy or butinyloxy, represents in eachcase unsubstituted or halogen-substituted methylsulphonyl-amino,ethylsulphonylamino, n- or i-propylsulphonylamino, n-, i-, s- ort-butylsulphonylamino, N,N-bis-methylsulphonyl-amino,N,N-bis-ethylsulphonyl-amino, N-ethylsulphonyl-N-methylsulphonyl-amino,N-acetyl-N-methylsulphonyl-amino, N-propionyl-N-methylsulphonyl-amino,N-n-butyroyl-N-methylsulphonyl-amino,N-i-butyroyl-N-methylsulphonyl-amino, N-acetyl-N-ethylsulphonyl-amino,N-propionyl-N-ethylsulphonyl-amino, N-n-butyroyl-N-ethylsulphonyl-amino,N-i-butyroyl-N-ethylsulphonyl-amino wherein the substituent is selectedfrom the group consisting of fluorine and chlorine, or represents ineach case unsubstituted or cyano-, fluorine-, chlorine-, bromine-,methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-,trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy-or trifluoromethoxy-substitutedN-phenylcarbonyl-N-methylsulphonyl-amino,N-phenylcarbonyl-N-ethylsulphonyl-amino,N-thienylcarbonyl-N-methylsulphonyl-amino orN-thienylcarbonyl-N-ethylsulphonyl-amino, and (b) at least oneN-arylsulphonylamino(thio)carbonyl-triazolin(ethi)one of the generalformula (II)

 wherein Q² and Q³ each represent oxygen or sulphur, R⁶ represents ineach case unsubstituted or fluorine-, chlorine-, methoxy- orethoxy-substituted methyl, ethyl, methoxy or ethoxy, or representscyclopropyl, R⁷ represents chlorine, bromine, represents in each caseunsubstituted or fluorine-, chlorine-, methoxy- or ethoxy-substitutedmethyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy,methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n-or i-propylamino, represents dimethylamino, propenylthio, propinylthioor represents cyclopropyl, R⁸ represents fluorine, chlorine, bromine,represents in each case unsubstituted or fluorine-, chlorine-, methoxy-or ethoxy substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n-or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl,methylthio, ethylthio, n- or i-propylthio, methylsulphinyl,ethylsulphinyl, n- or i-propylsulphinyl, methylsulphonyl,ethylsulphonyl, n- or i-propylsulphonyl, methylamino, ethylamino, n- ori-propylamino, or represents cyclopropyl, R⁹ represents hydrogen, nitro,cyano, fluorine, chlorine, bromine, represents in each caseunsubstituted or fluorine-, chlorine-, methoxy- or ethoxy-substitutedmethyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy,methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio,ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, n- ori-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- ori-propylsulphonyl, or represents cyclopropyl, or a salt of a compound ofthe formula (II).
 13. A herbicidal composition according to claim 12,having a N-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.01:1 to 100:1.
 14. Aherbicidal composition according to claim 12, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.05:50 to 100:1.
 15. Aherbicidal composition according to claim 12, having aN-aryl-sulphonylamino(thio)carbonyl-triazolin(ethi)one toN-aryl-triazolin(ethi)one weight ratio of 0.1:1 to 10:1.
 16. A processfor preparing a herbicidal composition comprising the step of mixing atleast one N-aryltriazolin(ethi)one of claim 1 with at least oneN-arylsulphonylamino(thio)carbonyl-triazolin(ethi)one of claim 1 and atleast one extender, or surface-active agent.
 17. A method forcontrolling undesirable plants, comprising the step of applying theherbicidal composition of claim 1 to the plants or their habitat.